
Villa vacation rentals in Oceanside
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Top-rated villa rentals in Oceanside
Guests agree: these villas are highly rated for location, cleanliness, and more.

Vineyard Retreat—Free Hot tub & EV Charger—Views!
Welcome to your private, gated oasis in the hills of Vista! Soak in the jetted hot tub while the sun sets into the ocean, recharge your EV overnight—at no charge, and wake up to breathtaking panoramic views. Immerse yourself in the peace of the natural surroundings, enjoying changing views—and a sunset terrace you’ll never want to leave. Whether you need to unwind from the hustle and bustle of daily life, or to work remotely in a peaceful setting. This space is crafted for unforgettable stays.

The Villa Serena Luxury Home
A recreational paradise, this Spanish beauty resides on a private 1 acre parcel with countless outdoor amenities including tropical pool, sunken outdoor fireplace, pizza oven, vineyard, and a pickle ball/tennis/basketball lighted court. A serene location for families, relaxation, and small gatherings, this entire home includes a gourmet kitchen with Ilve stove, wood burning pizza oven, chilled wine storage, and well-equipped kitchen. Come, unwind, and enjoy beautiful views of scenic Fallbrook.

Priv. Resort w/Views-Spa·GmRm·FirePit-Temecula-8mi
Your OWN private Oasis! ! Perfect for a girls getaway retreat, families, bachelorettes, proposals. ★Surrounded by wineries (Monserate Winery - less than 2 miles. List of wineries below.) ★Heated pool & Hot Spa- Drink champagne and watch the sunset ★1 mile from world known wineries -Temecula is 8 miles away! ★Stunning views and finest amenities- escape with luxury and nature ★Newly remodeled gated estate sitting on 3 hilltop acres! ★Very safe neighborhood- surrounded by Olive and Oak Trees.

Fallbrook Estate - 3600sf on 5 Acre Retreat
For Wedding Guests, Mini Getaways, Couples’ Retreats, and Family Time—perfect for anyone craving a peaceful country escape. >>>>Book now! Time for a family holiday gathering! Breathtaking views with unusual peace and a transportive atmosphere. Escape day‑to‑day stress at this country villa on 5 acres in Fallbrook, CA. Enjoy a private pool, stunning views of 280 avocado trees from French doors, and entertain in custom bar and game rooms. Convenient to wineries, golf courses, and wedding venues.

Oceanside Tropical Resort with HEATED POOL & SPA!
Enjoy your family vacation at this tropical paradise, an indoor/outdoor lover’s dream featuring a heated pool and relaxing spa - all included: • 🌊 Heated Pool & Spa • 🎯 Private Game Room • 🎱 Pool Table • 📺 3 Large Smart TVs • 🧒 Playground • 🔥 Outdoor Gas Fire Pit • ⛳ Two-Hole Putting Green • 🚣 2 Kayaks Surrounded by dozens of tropical fruit 🍏 trees, this home feels like you’re on a permanent vacation — whether you’re swimming under the sun 🌞, relaxing by the fire 🔥 at night.

"NEW" Luxury Hacienda Retreat in Wine Country
Welcome to your private wine country Hacienda. This spacious Fallbrook estate offers multiple indoor living areas, two gourmet kitchens, 5 bedrooms with a private casita and kitchen. 3.5 designer bathrooms, and a speakeasy-style bar lounge. Enjoy a panoramic mountain view, multiple patios, a built in BBQ, firepit, and beautifully landscaped event-ready grounds. We are one mile from the new Monserratte Winery, 15 min from us is the town of Temecula with a plethora of amazing beautiful wineries.

Villa Descanso: 15 min to beach, heated pool, BBQ!
Are you seeking for your own private enclave only 15 minutes from Oceanside beach? “Villa Descanso” as featured on HGTV's "House Hunters" is a vacation destination in itself featuring high end luxury finishes, relaxing crystal clear pool and spa, ultra comfortable beds, large indoor and outdoor dining spaces fully equipped for the perfect getaway. Once you arrive you won't want to leave! But if you do, you are just 6.5 miles away from the beach! Book NOW! You're going to love it!

Casa Nera | Movie Theater · Pool · Hot Tub · Sauna
Couples, Families, & Countryside Peace Seekers only, please. Casa Nera (“Black House” ~ Italiano) is truly a one-of-one. It is where contemporary mid-century inspired architecture, unparalleled design, stunning vistas, and the finest amenities converge. Overlooking a 5-acre avocado grove, Casa Nera presents a pool & spa, private cinema, outdoor cedar barrel sauna, and over 7,000 ft² of indoor/outdoor living, gaming, & playing. Brilliantly designed by SoCalSTR® | IG: @socalstr

Via Viento Farms
Via Viento Farms is more than a destination; it's an escape from the ordinary. Whether you seek a weekend retreat or a Family vacation. Via Viento Farms welcomes you with open arms. Immerse yourself in the beauty of the orchards, indulge in the luxurious amenities, and let the spirit of the farm rejuvenate your senses. A 5 ensuite bedroom in an expansive 4000 sq foot Villa. Featuring an expansive pool, a Swedish sauna, and an 8-person hot tub, and Private Pickle Ball court

Oceanview Luxury Hilltop Villa w/ Private Pool
Conveniently located and within walking distance to the horse track & fair grounds with views of the track and beach. This spacious, luxury home is nestled in a gated hilltop neighborhood. It's the perfect getaway and staging point for a family vacation. The pool may be heated if needed (for a small extra). Plan for fun with countless nearby activities and relax by the private pool and spa, while your designated master chef operates the patio grill.

Bright Ocean View Luxury Getaway
Sit back and relax in this charming, panoramic Ocean View stunner. Wake up to the sunrise view from bed. Complete with plenty of luxury amenities. Gourmet kitchen, nespresso machine, french press, two plasma tvs, fiber wifi, al fresco dining, spacious walk in shower with bench, and plush robes. 1 mile away from downtown Encinitas and Encinitas beaches. Easy 5 minute bike ride or 20 minute walk. Nearby Freeway Access

Bella Vita, Majestic Gated Resort
North San Diego, Eco-friendly, Perfect for family getaways or intimate gatherings, Dinners, Small Weddings. 3 spacious en-suites bedrms open to the stunning private pool area and hardscape surrounding the Villa. Relax by the solar heated in-ground pool & propane heated in-ground spa. Create an inspired meal in the large open kitchen featuring Viking appliances.
Popular amenities for Oceanside villa rentals
Private villa rentals

Luxury Beachfront Villa - Villa H

Spacious 4BD | La Jolla • Ocean Views • Jacuzzi

Villa |Monserate Winery | Pala Mesa Golf |360 View

Beautiful house in mira mesa

Luxury Villa - Studio I

Italian Villa Getaway • Wine • Views • Tranquility

Luxury Beachfront Villa -Villa E

Luxury Beachfront Villa - Penthouse A
Luxury villa rentals

Private Spa Retreat: Saltwater Spa, Pool, Hiking

5BR/4Bth Entire Grand Estate near Winery Fallbrook

Private Pickleball Villa, Pool Oasis & Chic Casita

Luxury Beachfront Villa - Penthouse B

Amazing views countryside Luxe

LUX STAY•Spacious Pool•GameRoom•Jaccuzi•Sleep16

Private Multi Suite Estate with EV Charger

Luxury Beachfront Villa - Villa D
Villa rentals with a pool

Secluded hilltop getaway with breathtaking views!

King Bedroom w/pool and views

Two King Rooms + private bathroom w/ pool n view

Modern Villa (3 BD) Stunning Views

Villa L'Auberge - 5 star hotel

Apartment in hilltop villa: Torrey Pines Suite

Family paradise at Welks Resort

Private Queen Bedroom/Bathroom w/Pool and Views
When is the best time to visit Oceanside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$82,182 GYD | G$77,581 GYD | G$81,555 GYD | G$86,573 GYD | G$92,638 GYD | G$121,914 GYD | G$162,273 GYD | G$121,495 GYD | G$88,037 GYD | G$76,745 GYD | G$78,418 GYD | G$82,182 GYD |
| Avg. temp | 14°C | 14°C | 15°C | 16°C | 18°C | 20°C | 23°C | 24°C | 24°C | 21°C | 17°C | 14°C |
Quick stats about villa rentals in Oceanside

Total vacation rentals
Explore 20 vacation rentals in Oceanside

Nightly prices starting at
Oceanside vacation rentals start at G$8,365 GYD per night before taxes and fees

Verified guest reviews
Over 2,560 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
20 of Oceanside vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Oceanside rentals

4.9 Average rating
Oceanside stays are highly rated by guests—averaging 4.9 out of 5!
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